94162-44-4Relevant academic research and scientific papers
Intramolecular C-H insertion by an alkylidene carbene: Diastereoselective synthesis of a taxol A ring synthon
Taber,Walter,Meagley
, p. 6014 - 6017 (2007/10/02)
The first stage in a proposed total synthesis of the clinically effective anticancer agent taxol 1 is reported. A key step in this synthesis is the development of a new procedure for the generation and cyclization of the alkylidene carbene derived from ketone 9, to give cyclopentene 16 (formation of three new carbon-carbon bonds) in 72% yield. Ozonolysis of 16 followed by aldol condensation furnished the crystalline cyclohexenone 4.
N-Acyliminium Ion Rearrangements: Generalities and Application to the Synthesis of Pyrrolizidine Alkaloids
Hart, David J.,Yang, Teng-Kuei
, p. 235 - 242 (2007/10/02)
N-Acyliminium ions of the 2-aza-1,5-hexadienyl type frequently rearrange to isomeric ions by a process which is formally a 2-aza-Cope rearrangement.When gem-dimethyl substitution is present at C-4 of the initially formed N-acyliminium ion, the rearranged
REARRANGEMENTS OF N-ACYL-2-AZA-1,5-HEXADIENES: APPLICATION TO SYNTHESES OF TRAECHELANTHAMIDINE AND SUPINIDINE
Hart, David J.,Yang, Teng-Kuei
, p. 2761 - 2764 (2007/10/02)
Efficient syntheses of the pyrrolizidine bases traechelanthamidine (4) and supinidine (5) via an N-acyliminium ion rearrangement-cyclization are described.
